Switchable Divergent Electrochemical Hydrodehalogenation of gem-Dihalocyclopropanes

被引：1

作者：

Pan, Jiayu ^{[1
]}

Qu, Haoqi ^{[1
]}

Li, Yuanmeng ^{[1
]}

Bu, XiaoLi ^{[2
]}

Deng, HongPing ^{[3
,4
]}

Gong, Hao ^{[1
]}

Ma, Mengtao ^{[1
]}

Xu, Li ^{[1
]}

Xue, Fei ^{[1
]}

机构：

[1] Nanjing Forestry Univ, Inst Mat Phys & Chem, Coll Sci, Nanjing 210037, Peoples R China

[2] Nanjing Forestry Univ, Coinnovat Ctr Sustainable Forestry Southern China, Nanjing 210037, Peoples R China

[3] Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Peoples R China

[4] Nanjing Agr Univ, Coll Sci, Dept Chem, Nanjing, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 22期

基金：

中国国家自然科学基金;

关键词：

CARBENE REARRANGEMENTS; DEHALOGENATION; CYCLOPROPANES; ALKYL; BIOSYNTHESIS; ACCESS; RINGS;

D O I：

10.1021/acs.joc.4c01748

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A comprehensive and effective electrochemical methodology is introduced for the diverse hydrodechlorination of gem-dichlorocyclopropanes and the ring cleavage hydrodefluorination of gem-difluorocyclopropanes under uniform electrochemical conditions. Moreover, the water content allows for the adjustable monohydrodechlorination or dihydrodechlorination of gem-dichlorocyclopropanes with exceptional chemoselectivity. Additionally, the mildness and practicality of this protocol facilitate its application to the late-stage functionalization of bioactive molecules. Mechanistic analyses suggest that the proton source may originate from acetonitrile.

引用

页码：16929 / 16935

页数：7